Actor Denis Leary's Roxbury Retreat Lists for $4.9M

The rustic Roxbury home of Ann and Denis Leary lists for $4.9M.We’re going to admit to an embarrassingly deep stalk into everything we could find online about Ann and Denis Leary’s Roxbury farm, recently listed for $4.9 million. Actor, writer and producer Denis might be the better known of the two, chiefly for his star turn on the TV series Rescue Me. But author Ann is also celebrated for her three novels, all of which take on some combination of home life (we loved The Good House), family (ditto The Children) and marriage (two thumbs up for Outtakes From a Marriage). The impossibly attractive couple purchased the circa-1850s, 50-acre property for less than $800,000 two decades ago, had the road leading up to it decommissioned so no one (stalkers, take note) could find them, and then, by the looks of it, poured millions into their now gorgeously rustic interiors and resort-like grounds. The main hearth space is a lovely example of the Leary design aesthetic, a wall-less “room” created with vertical and horizontal beams that make an open box around the fireplace area. There’s another hearth in the chic kitchen and a third in the family room. And throughout the nearly 6,200-square-foot interiors there are plenty of places to stay (we’re available!) and play, including a game room with a wet bar and a media room. Outside, there’s a sport court that converts to a hockey rink, complete with a warming hut; a four-stall horse barn and a riding ring; and a pool and barnlike pool house, where our, um, research reveals Denis wrote his own bestseller Why We Suck: A Feel Good Guide to Staying Fat, Loud, Lazy and Stupid. Peter Klemm of Klemm Real Estate has the listing.

5 Bedrooms
4 Bathrooms
$4.9 Million

Contact: Peter Klemm at Klemm Real Estate,

The family room features a stone hearth.The family room features a stone hearth.


The kitchen features a large center island and a breakfast nook.There is a large center island and a breakfast nook in the kitchen.


French doors in the sun room lead to the spacious property.French doors in the sun room lead to the 50+ acre property.


A wood-beamed loft space makes a great game room.The wood-beamed loft space makes a great game room.


There is a gunite pool on the property.The property features a gunite pool.


The house sits on 50+ acres and backs up to conservation land.The house sits on 50+ acres and backs up to conservation land.

Edit ModuleShow Tags
Edit ModuleShow Tags
Edit ModuleShow Tags
Edit ModuleShow Tags
Edit Module
76 Windmill Lane, Bridgehampton
On 2+/- acres, landscaped for complete privacy, this complex consists of three interconnected enameled clad steel barns custom designed by Jack Ceglic, with radiant heat concrete floors, maintenance free exteriors and grand, open spaces. The 4,600+/- sq. ft. main house offers custom kitchen, master and guest suites, library and half bath. All rooms open to large mahogany terrace. The guest house/studio has 2 bedrooms, 2 baths, and separate study. Heated gunite lap pool.

View more details about 76 Windmill Lane

Edit ModuleShow Tags
5 Green Pond Road, New Milford, CT
Litchfield County's fabled Candlelight Farms Airport. This is a rare opportunity to own one of CT's few grass strip airports. Moments from Candlewood Lake and all that Litchfield County offers. Bucolic 35 acre setting with 2,900 ft. turf runway. The collector-quality hangar boasts a steel framed, 6,000 sq ft structure with automatic doors. Spacious enough to store up to 10 Piper Cub size planes. Perfect for a private user, a collective of enthusiasts or a commercial investment.

View more details about 5 Green Pond Road

Edit ModuleShow Tags
64 Birchwood Lane, Bridgehampton
6,100 SF Barn-style home conveniently located between Bridgehampton and Sag Harbor. With six bedrooms, six full baths and two half baths, this home will entertain family and friends all year round with two fireplaces, one of which is in the spacious master suite. Enter into a Grand entry foyer, 10’–11’ ceilings throughout main level and into a designer kitchen. Relax outside with beautiful landscaping and a heated gunite pool. Integrated concierge through Chaloners for an effortless Bridgehampton lifestyle.

Barn and Vine

View more details about 64 Birchwood Lane

Edit ModuleShow Tags
20 Hook Pond Lane, East Hampton
On a private lane in the Hook Pond estate area is a new home designed by Abstract Builders. The 10,000 SF home (on 3 levels) is perfectly sited on a 1.6 acre lot to take full advantage of the pond and ocean views. Dramatic open kitchen, dining and living space opens to the outside; includes 7 ensuite bedrooms, plus light-filled lower level with billiards, viewing room, wine cellar and sauna. Outside, landscaped grounds surround a gunite pool, spa and pool house.

View more details about 20 Hook Pond Lane

Edit ModuleShow Tags
57 Miller Lane East, East Hampton
Charming East Hampton cottage renovated in 2013 was transformed into a 2,500+/- sq. ft. dream home. On the first level are two bedrooms, a bath, open living areas, and a sunroom. The bluestone sun porch overlooks a beautiful pool and pool house with garden. Upstairs master suite features a bath with marble herringbone floor with nickel Samuel Heath shower fixtures. Custom window treatments, Phillip Jeffries wallpaper throughout and Sonos inside and outside.

View more details about 57 Miller Lane East

Edit ModuleShow Tags
11 Musket Ridge Road, Wilton CT
Perched at the top of a roaring Silvermine River waterfall on almost 4 acres, the property spreads out into Wilton and New Canaan. Every inch of this home has been perfected to capture the timeless appeal of the river while exuding ultimate refinement and good taste. The architect-designed home captures river views and sounds, and almost every room opens to one of the magnificent decks or to a private balcony. Call Ileana Barns Slavin Associates-William Raveis at (203) 246-7215.

11 Musket Ridge Road

View more details about 11 Musket Ridge Road
Edit ModuleShow Tags Edit Module

Edit ModuleShow Tags
Edit ModuleShow Tags Edit Module
Edit ModuleShow Tags
Edit ModuleShow Tags